Accurate prediction of terahertz spectra of molecular crystals of fentanyl and its analogs
Fentanyl is a potent synthetic opioid pain reliever with a high bioavailability that can be used as prescription anesthetic. Rapid identification via non-contact methods of both known and emerging opioid substances in the fentanyl family help identify the substances and enable rapid medical attentio...
Saved in:
| Published in | Scientific reports Vol. 11; no. 1; pp. 4062 - 11 |
|---|---|
| Main Authors | , , , , |
| Format | Journal Article |
| Language | English |
| Published |
London
Nature Publishing Group UK
18.02.2021
Nature Publishing Group Nature Portfolio |
| Subjects | |
| Online Access | Get full text |
| ISSN | 2045-2322 2045-2322 |
| DOI | 10.1038/s41598-021-83536-y |
Cover
| Abstract | Fentanyl is a potent synthetic opioid pain reliever with a high bioavailability that can be used as prescription anesthetic. Rapid identification via non-contact methods of both known and emerging opioid substances in the fentanyl family help identify the substances and enable rapid medical attention. We apply PBEh-3c method to identify vibrational normal modes from 0.01 to 3 THz in solid fentanyl and its selected analogs. The molecular structure of each fentanyl analog and unique arrangement of H-bonds and dispersion interactions significantly change crystal packing and is subsequently reflected in the THz spectrum. Further, the study of THz spectra of a series of stereoisomers shows that small changes in molecular structure results in distinct crystal packing and significantly alters THz spectra as well. We discuss spectral features of synthetic opioids with higher potency than conventional fentanyl such as ohmefentanyl and sufentanil and discover the pattern of THz spectra of fentanyl analogs. |
|---|---|
| AbstractList | Fentanyl is a potent synthetic opioid pain reliever with a high bioavailability that can be used as prescription anesthetic. Rapid identification via non-contact methods of both known and emerging opioid substances in the fentanyl family help identify the substances and enable rapid medical attention. We apply PBEh-3c method to identify vibrational normal modes from 0.01 to 3 THz in solid fentanyl and its selected analogs. The molecular structure of each fentanyl analog and unique arrangement of H-bonds and dispersion interactions significantly change crystal packing and is subsequently reflected in the THz spectrum. Further, the study of THz spectra of a series of stereoisomers shows that small changes in molecular structure results in distinct crystal packing and significantly alters THz spectra as well. We discuss spectral features of synthetic opioids with higher potency than conventional fentanyl such as ohmefentanyl and sufentanil and discover the pattern of THz spectra of fentanyl analogs. Fentanyl is a potent synthetic opioid pain reliever with a high bioavailability that can be used as prescription anesthetic. Rapid identification via non-contact methods of both known and emerging opioid substances in the fentanyl family help identify the substances and enable rapid medical attention. We apply PBEh-3c method to identify vibrational normal modes from 0.01 to 3 THz in solid fentanyl and its selected analogs. The molecular structure of each fentanyl analog and unique arrangement of H-bonds and dispersion interactions significantly change crystal packing and is subsequently reflected in the THz spectrum. Further, the study of THz spectra of a series of stereoisomers shows that small changes in molecular structure results in distinct crystal packing and significantly alters THz spectra as well. We discuss spectral features of synthetic opioids with higher potency than conventional fentanyl such as ohmefentanyl and sufentanil and discover the pattern of THz spectra of fentanyl analogs.Fentanyl is a potent synthetic opioid pain reliever with a high bioavailability that can be used as prescription anesthetic. Rapid identification via non-contact methods of both known and emerging opioid substances in the fentanyl family help identify the substances and enable rapid medical attention. We apply PBEh-3c method to identify vibrational normal modes from 0.01 to 3 THz in solid fentanyl and its selected analogs. The molecular structure of each fentanyl analog and unique arrangement of H-bonds and dispersion interactions significantly change crystal packing and is subsequently reflected in the THz spectrum. Further, the study of THz spectra of a series of stereoisomers shows that small changes in molecular structure results in distinct crystal packing and significantly alters THz spectra as well. We discuss spectral features of synthetic opioids with higher potency than conventional fentanyl such as ohmefentanyl and sufentanil and discover the pattern of THz spectra of fentanyl analogs. Abstract Fentanyl is a potent synthetic opioid pain reliever with a high bioavailability that can be used as prescription anesthetic. Rapid identification via non-contact methods of both known and emerging opioid substances in the fentanyl family help identify the substances and enable rapid medical attention. We apply PBEh-3c method to identify vibrational normal modes from 0.01 to 3 THz in solid fentanyl and its selected analogs. The molecular structure of each fentanyl analog and unique arrangement of H-bonds and dispersion interactions significantly change crystal packing and is subsequently reflected in the THz spectrum. Further, the study of THz spectra of a series of stereoisomers shows that small changes in molecular structure results in distinct crystal packing and significantly alters THz spectra as well. We discuss spectral features of synthetic opioids with higher potency than conventional fentanyl such as ohmefentanyl and sufentanil and discover the pattern of THz spectra of fentanyl analogs. |
| ArticleNumber | 4062 |
| Author | Wang, Chun-Hung Masunov, Artёm E. Xu, Mengyu Terracciano, Anthony C. Vasu, Subith S. |
| Author_xml | – sequence: 1 givenname: Chun-Hung surname: Wang fullname: Wang, Chun-Hung organization: NanoScience Technology Center, University of Central Florida – sequence: 2 givenname: Anthony C. surname: Terracciano fullname: Terracciano, Anthony C. organization: Department of Mechanical and Aerospace Engineering, University of Central Florida, Center for Advanced Turbomachinery and Energy Research, University of Central Florida – sequence: 3 givenname: Artёm E. surname: Masunov fullname: Masunov, Artёm E. email: amasunov@ucf.edu organization: NanoScience Technology Center, University of Central Florida, South Ural State University, National Research Nuclear University MEPhI – sequence: 4 givenname: Mengyu surname: Xu fullname: Xu, Mengyu organization: Center for Advanced Turbomachinery and Energy Research, University of Central Florida, Department of Statistics and Data Science, University of Central Florida – sequence: 5 givenname: Subith S. surname: Vasu fullname: Vasu, Subith S. organization: Department of Mechanical and Aerospace Engineering, University of Central Florida, Center for Advanced Turbomachinery and Energy Research, University of Central Florida |
| BackLink | https://www.ncbi.nlm.nih.gov/pubmed/33603077$$D View this record in MEDLINE/PubMed https://www.osti.gov/servlets/purl/1817032$$D View this record in Osti.gov |
| BookMark | eNp9kkFv1DAQhSNUREvpH-CAIrhwCdgeJ7EvSFVVoFIlLnDhYjnOZNerrL3YTqXl19fZtND2UF9sTb738uyZ18WR8w6L4i0lnygB8TlyWktREUYrATU01f5FccIIrysGjB09OB8XZzFuSF41k5zKV8UxQEOAtO1J8fvcmCnohOUuYG9Nst6VfigTBr3GkP6WcYcmBT0Xt35EM406lCbsY9JjnKsDuqTdfiy160ubYt716FfxTfFyyAie3e2nxa-vlz8vvlfXP75dXZxfV6YBSJXgTVdjy8Doru0bMNDVTPRUgKhbzgUO2PdNWyOAFrwj1Awtp5ph17HMNHBaXC2-vdcbtQt2q8NeeW3VoeDDSumQrBlRNbQ2wiCRum846YQUFKDnQsiGG5Cz15fFazd1W-xNvlrQ4yPTx1-cXauVv1GtkEwIlg3eLwY-JquisQnN2njn8iMqKmhLYIY-3v0l-D8TxqS2NhocR-3QT1ExLqnkuV91Rj88QTd-CvmBDxQRXLYwx373MPa_vPd9zoBYABN8jAEHlZPpudn5FnZUlKh5qtQyVSpPlTpMldpnKXsivXd_VgSLKGbYrTD8j_2M6hYAXt7e |
| CitedBy_id | crossref_primary_10_1063_5_0071195 crossref_primary_10_3390_ijms231810321 crossref_primary_10_1038_s41598_022_24841_y crossref_primary_10_46572_naturengs_1022735 crossref_primary_10_3390_chemosensors10070275 crossref_primary_10_1109_JSEN_2024_3425721 crossref_primary_10_1016_j_peptides_2023_171004 crossref_primary_10_1080_10408347_2023_2183077 |
| Cites_doi | 10.1039/C9AN00168A 10.1093/jat/27.7.499 10.1016/j.electacta.2013.02.049 10.1063/1.5047659 10.1107/S0567740874002548 10.1107/S1600576719014092 10.1213/00000539-199609000-00038 10.1039/C9AN01771B 10.1007/BF00549096 10.1021/jm00009a015 10.1002/mrc.4085 10.1155/2011/495938 10.3987/COM-94-S(B)70 10.1016/j.jpba.2006.03.009 10.1103/PhysRevB.65.014111 10.1063/1.1740588 10.1007/BF00752700 10.1039/C9AY02174D 10.3390/cryst4020074 10.1063/1.4927476 10.1016/S1369-7021(08)70016-6 10.1039/b923698h 10.1093/jat/28.6.422 10.1016/j.neuropharm.2017.10.016 10.1093/jat/23.4.280 10.1213/ane.0b013e3181605add 10.1007/BF02578542 10.1002/jcc.20019 10.1021/acs.analchem.8b02909 10.1021/jm00018a026 10.1063/1.5007683 10.2116/xraystruct.25.83 10.1007/s00894-019-3999-2 10.1063/1.1696110 10.1016/j.drugpo.2019.05.018 10.1107/S0108270102006443 10.1016/S0960-894X(99)00327-3 10.1107/S2052520616003954 10.1016/j.cpc.2011.01.013 10.1023/A:1008193805436 10.1063/1.463096 10.1248/cpb.51.929 10.1007/BF00758290 10.1016/j.forc.2017.04.001 10.1021/acs.jctc.7b00687 10.1107/S0567740882010498 10.1002/wcms.1360 10.1016/j.comptc.2016.04.011 10.1097/00000542-198409000-00010 10.1107/S0567740879005409 10.1063/1.2388041 10.1002/(SICI)1097-461X(2000)78:4<285::AID-QUA11>3.0.CO;2-I 10.1002/bscb.19870960409 10.1107/S0567740876008145 10.1067/mem.2003.148 10.1002/jps.2600741103 10.1103/PhysRevLett.77.3865 10.1080/00325481.2018.1407618 |
| ContentType | Journal Article |
| Copyright | The Author(s) 2021 The Author(s) 2021. This work is published under http://creativecommons.org/licenses/by/4.0/ (the “License”). Notwithstanding the ProQuest Terms and Conditions, you may use this content in accordance with the terms of the License. |
| Copyright_xml | – notice: The Author(s) 2021 – notice: The Author(s) 2021. This work is published under http://creativecommons.org/licenses/by/4.0/ (the “License”). Notwithstanding the ProQuest Terms and Conditions, you may use this content in accordance with the terms of the License. |
| DBID | C6C AAYXX CITATION NPM 3V. 7X7 7XB 88A 88E 88I 8FE 8FH 8FI 8FJ 8FK ABUWG AEUYN AFKRA AZQEC BBNVY BENPR BHPHI CCPQU DWQXO FYUFA GHDGH GNUQQ HCIFZ K9. LK8 M0S M1P M2P M7P PHGZM PHGZT PIMPY PJZUB PKEHL PPXIY PQEST PQGLB PQQKQ PQUKI PRINS Q9U 7X8 OIOZB OTOTI 5PM DOA |
| DOI | 10.1038/s41598-021-83536-y |
| DatabaseName | SpringerOpen Free (Free internet resource, activated by CARLI) CrossRef PubMed ProQuest Central (Corporate) Health & Medical Collection ProQuest Central (purchase pre-March 2016) Biology Database (Alumni Edition) Medical Database (Alumni Edition) Science Database (Alumni Edition) ProQuest SciTech Collection ProQuest Natural Science Collection Hospital Premium Collection Hospital Premium Collection (Alumni Edition) ProQuest Central (Alumni) (purchase pre-March 2016) ProQuest Central (Alumni) ProQuest One Sustainability ProQuest Central UK/Ireland ProQuest Central Essentials Biological Science Collection ProQuest Central Natural Science Collection ProQuest One Community College ProQuest Central Health Research Premium Collection Health Research Premium Collection (Alumni) ProQuest Central Student SciTech Premium Collection ProQuest Health & Medical Complete (Alumni) Biological Sciences ProQuest Health & Medical Collection Medical Database Science Database Biological Science Database ProQuest Central Premium ProQuest One Academic (New) ProQuest Publicly Available Content Database ProQuest Health & Medical Research Collection ProQuest One Academic Middle East (New) ProQuest One Health & Nursing ProQuest One Academic Eastern Edition (DO NOT USE) ProQuest One Applied & Life Sciences ProQuest One Academic ProQuest One Academic UKI Edition ProQuest Central China ProQuest Central Basic MEDLINE - Academic OSTI.GOV - Hybrid OSTI.GOV PubMed Central (Full Participant titles) DOAJ Directory of Open Access Journals |
| DatabaseTitle | CrossRef PubMed Publicly Available Content Database ProQuest Central Student ProQuest One Academic Middle East (New) ProQuest Central Essentials ProQuest Health & Medical Complete (Alumni) ProQuest Central (Alumni Edition) SciTech Premium Collection ProQuest One Community College ProQuest One Health & Nursing ProQuest Natural Science Collection ProQuest Central China ProQuest Biology Journals (Alumni Edition) ProQuest Central ProQuest One Applied & Life Sciences ProQuest One Sustainability ProQuest Health & Medical Research Collection Health Research Premium Collection Health and Medicine Complete (Alumni Edition) Natural Science Collection ProQuest Central Korea Health & Medical Research Collection Biological Science Collection ProQuest Central (New) ProQuest Medical Library (Alumni) ProQuest Science Journals (Alumni Edition) ProQuest Biological Science Collection ProQuest Central Basic ProQuest Science Journals ProQuest One Academic Eastern Edition ProQuest Hospital Collection Health Research Premium Collection (Alumni) Biological Science Database ProQuest SciTech Collection ProQuest Hospital Collection (Alumni) ProQuest Health & Medical Complete ProQuest Medical Library ProQuest One Academic UKI Edition ProQuest One Academic ProQuest One Academic (New) ProQuest Central (Alumni) MEDLINE - Academic |
| DatabaseTitleList | Publicly Available Content Database PubMed MEDLINE - Academic CrossRef |
| Database_xml | – sequence: 1 dbid: C6C name: Springer Nature OA Free Journals url: http://www.springeropen.com/ sourceTypes: Publisher – sequence: 2 dbid: DOA name: DOAJ Directory of Open Access Journals url: https://www.doaj.org/ sourceTypes: Open Website – sequence: 3 dbid: NPM name: PubMed url: https://proxy.k.utb.cz/login?url=http://www.ncbi.nlm.nih.gov/entrez/query.fcgi?db=PubMed sourceTypes: Index Database – sequence: 4 dbid: BENPR name: ProQuest Central url: http://www.proquest.com/pqcentral?accountid=15518 sourceTypes: Aggregation Database |
| DeliveryMethod | fulltext_linktorsrc |
| Discipline | Biology Engineering Chemistry Physics |
| EISSN | 2045-2322 |
| EndPage | 11 |
| ExternalDocumentID | oai_doaj_org_article_615c8ce09ad640b898133d488964c396 PMC7892882 1817032 33603077 10_1038_s41598_021_83536_y |
| Genre | Journal Article |
| GrantInformation_xml | – fundername: Defense Advanced Research Projects Agency grantid: D18AP00040 funderid: http://dx.doi.org/10.13039/100000185 – fundername: Defense Advanced Research Projects Agency grantid: D18AP00040 – fundername: ; grantid: D18AP00040 |
| GroupedDBID | 0R~ 3V. 4.4 53G 5VS 7X7 88A 88E 88I 8FE 8FH 8FI 8FJ AAFWJ AAJSJ AAKDD ABDBF ABUWG ACGFS ACSMW ACUHS ADBBV ADRAZ AENEX AEUYN AFKRA AJTQC ALIPV ALMA_UNASSIGNED_HOLDINGS AOIJS AZQEC BAWUL BBNVY BCNDV BENPR BHPHI BPHCQ BVXVI C6C CCPQU DIK DWQXO EBD EBLON EBS ESX FYUFA GNUQQ GROUPED_DOAJ GX1 HCIFZ HH5 HMCUK HYE KQ8 LK8 M0L M1P M2P M48 M7P M~E NAO OK1 PIMPY PQQKQ PROAC PSQYO RNT RNTTT RPM SNYQT UKHRP AASML AAYXX AFPKN CITATION PHGZM PHGZT NPM 7XB 8FK AARCD K9. PJZUB PKEHL PPXIY PQEST PQGLB PQUKI PRINS Q9U 7X8 PUEGO OIOZB OTOTI U1R 5PM |
| ID | FETCH-LOGICAL-c633t-846b5e723cab7d63c3b528d183857448efedd675e33a84b01cf741a2ebb283863 |
| IEDL.DBID | AAJSJ |
| ISSN | 2045-2322 |
| IngestDate | Wed Aug 27 01:29:34 EDT 2025 Thu Aug 21 13:41:07 EDT 2025 Thu May 18 22:32:30 EDT 2023 Fri Sep 05 02:39:56 EDT 2025 Wed Aug 13 10:57:25 EDT 2025 Thu Jan 02 22:58:05 EST 2025 Tue Jul 01 01:07:31 EDT 2025 Thu Apr 24 23:07:24 EDT 2025 Fri Feb 21 02:39:07 EST 2025 |
| IsDoiOpenAccess | true |
| IsOpenAccess | true |
| IsPeerReviewed | true |
| IsScholarly | true |
| Issue | 1 |
| Language | English |
| License | Open Access This article is licensed under a Creative Commons Attribution 4.0 International License, which permits use, sharing, adaptation, distribution and reproduction in any medium or format, as long as you give appropriate credit to the original author(s) and the source, provide a link to the Creative Commons licence, and indicate if changes were made. The images or other third party material in this article are included in the article's Creative Commons licence, unless indicated otherwise in a credit line to the material. If material is not included in the article's Creative Commons licence and your intended use is not permitted by statutory regulation or exceeds the permitted use, you will need to obtain permission directly from the copyright holder. To view a copy of this licence, visit http://creativecommons.org/licenses/by/4.0/. |
| LinkModel | DirectLink |
| MergedId | FETCHMERGED-LOGICAL-c633t-846b5e723cab7d63c3b528d183857448efedd675e33a84b01cf741a2ebb283863 |
| Notes | ObjectType-Article-1 SourceType-Scholarly Journals-1 ObjectType-Feature-2 content type line 14 content type line 23 Government of the Russian Federation USDOE Office of Science (SC), Basic Energy Sciences (BES). Scientific User Facilities Division National Science Foundation (NSF) Defense Advanced Research Projects Agency (DARPA) AC02-05CH11231; D18AP00040; ACI-1548562; 02.A03.21.0011 |
| OpenAccessLink | https://www.nature.com/articles/s41598-021-83536-y |
| PMID | 33603077 |
| PQID | 2490849736 |
| PQPubID | 2041939 |
| PageCount | 11 |
| ParticipantIDs | doaj_primary_oai_doaj_org_article_615c8ce09ad640b898133d488964c396 pubmedcentral_primary_oai_pubmedcentral_nih_gov_7892882 osti_scitechconnect_1817032 proquest_miscellaneous_2491940055 proquest_journals_2490849736 pubmed_primary_33603077 crossref_citationtrail_10_1038_s41598_021_83536_y crossref_primary_10_1038_s41598_021_83536_y springer_journals_10_1038_s41598_021_83536_y |
| ProviderPackageCode | CITATION AAYXX |
| PublicationCentury | 2000 |
| PublicationDate | 2021-02-18 |
| PublicationDateYYYYMMDD | 2021-02-18 |
| PublicationDate_xml | – month: 02 year: 2021 text: 2021-02-18 day: 18 |
| PublicationDecade | 2020 |
| PublicationPlace | London |
| PublicationPlace_xml | – name: London – name: England – name: United States |
| PublicationTitle | Scientific reports |
| PublicationTitleAbbrev | Sci Rep |
| PublicationTitleAlternate | Sci Rep |
| PublicationYear | 2021 |
| Publisher | Nature Publishing Group UK Nature Publishing Group Nature Portfolio |
| Publisher_xml | – name: Nature Publishing Group UK – name: Nature Publishing Group – name: Nature Portfolio |
| References | Mittleman (CR26) 2017; 122 Labroo, Paine, Thummel, Kharasch (CR3) 1997; 25 Davies, Burnett, Fan, Linfield, Cunningham (CR28) 2008; 11 Salemmilani, Moskovits, Meinhart (CR23) 2019; 144 Lu (CR27) 2006; 100 Ohta, Suzuki, Ogasawara (CR18) 1999; 23 Takahashi (CR45) 2014; 4 Noel, Zicovich-Wilson, Civalleri, D'Arco, Dovesi (CR62) 2001; 65 Ogawa, Nagase, Endo, Loftsson, Ueda (CR1) 2009; 25 Jaime, Virgili, Portillo, Caparrós, Burusco (CR51) 2014; 52 Macrae (CR56) 2020; 53 Lipiński, Jarończyk, Dobrowolski, Sadlej (CR50) 2019; 25 Hirshfeld (CR64) 1977; 44 Mulliken (CR65) 1955; 23 Armenian, Vo, Barr-Walker, Lynch (CR4) 2018; 134 Karapetyan (CR35) 1989; 23 Michel, Lebrun, Evrard, Durant (CR32) 1982; 38 Stanley, Egan, Van Aken (CR5) 2008; 106 Wang (CR30) 1995; 38 Björkman (CR53) 2011; 182 Mao (CR19) 2006; 41 Sisco, Verkouteren, Staymates, Lawrence (CR21) 2017; 4 Grimme, Brandenburg, Bannwarth, Hansen (CR46) 2015; 143 Perdew, Burke, Ernzerhof (CR47) 1996; 77 Nichol, Kumirov, Vardanyan, Hruby (CR33) 2010; 12 Uğur, Oğurlu, Yılmaz, Kıvrak (CR2) 2012; 39 Durant, Michel, Lebrun, Evrard (CR7) 1987; 96 Schüttler, White (CR20) 1984; 61 Flippen-Anderson, George, Bertha, Rice (CR29) 1994; 39 Verkouteren, Lawrence, Verkouteren, Sisco (CR17) 2019; 11 Koch, Evrard (CR37) 1974; 30 Peeters, Blaton, De Ranter (CR6) 1979; 35 Schaftenaar, Noordik (CR54) 2000; 14 Karapetyan, Struchkov, Martirosyan, Vartanyan, Vartanyan (CR34) 1990; 31 Schäfer, Horn, Alhrichs (CR60) 1992; 97 Klein, Stevens, Fifer, Borne (CR36) 1985; 74 Deschamps, George, Flippen-Anderson (CR39) 2002; 58 Jiang (CR49) 2000; 78 Brine (CR31) 1995; 38 CR58 CR13 Wax, Becker, Curry (CR14) 2003; 41 Ahmar, Fakhari, Tabani, Shahsavani (CR24) 2013; 96 Ferraro, Walker (CR42) 1965; 42 CR57 Kuhlman, McCaulley, Valouch, Behonick (CR11) 2003; 27 CR55 Bürkle, Dunbar, Van Aken (CR8) 1996; 83 Mitsuya, Kawakami, Ogino, Miura, Mase (CR41) 1999; 9 Faust, Terpolilli, Hughes (CR12) 2011 Jimeno (CR38) 2003; 51 Pascale (CR61) 2004; 25 Tateishi (CR9) 1996; 82 Neu, Schmuttenmaer (CR25) 2018; 124 Poklis, Backer (CR10) 2004; 28 Lipiński, Jarończyk, Ostrowski, Dobrowolski, Sadlej (CR48) 2016; 1086 Dovesi (CR59) 2018; 8 Forbes, Lawrence, Verkouteren, Verkouteren (CR16) 2019; 144 Bucerius, Haggerty (CR15) 2019; 71 Koch, De Ranter, Rolies, Dideberg (CR43) 1976; 32 Groom, Bruno, Lightfoot, Ward (CR52) 2016; 72 Erba, Baima, Bush, Orlando, Dovesi (CR63) 2017; 13 Erman, Mindrul, Khromova, Kurochkin (CR40) 1995; 36 Haddad, Comanescu, Green, Kubic, Lombardi (CR22) 2018; 90 Hu, Zhang, Zhu, Li (CR44) 1989; 8 A Erba (83536_CR63) 2017; 13 C-L Mao (83536_CR19) 2006; 41 JR Deschamps (83536_CR39) 2002; 58 HL Jiang (83536_CR49) 2000; 78 H Ohta (83536_CR18) 1999; 23 AA Karapetyan (83536_CR35) 1989; 23 M Mitsuya (83536_CR41) 1999; 9 G Schaftenaar (83536_CR54) 2000; 14 R Salemmilani (83536_CR23) 2019; 144 TP Forbes (83536_CR16) 2019; 144 MJH Koch (83536_CR43) 1976; 32 T Björkman (83536_CR53) 2011; 182 J Schüttler (83536_CR20) 1984; 61 M Lu (83536_CR27) 2006; 100 CR Groom (83536_CR52) 2016; 72 B Uğur (83536_CR2) 2012; 39 GA Brine (83536_CR31) 1995; 38 JP Perdew (83536_CR47) 1996; 77 AG Davies (83536_CR28) 2008; 11 H Bürkle (83536_CR8) 1996; 83 R Dovesi (83536_CR59) 2018; 8 F Durant (83536_CR7) 1987; 96 T Tateishi (83536_CR9) 1996; 82 PFJ Lipiński (83536_CR50) 2019; 25 ML Jimeno (83536_CR38) 2003; 51 J Hu (83536_CR44) 1989; 8 RJ Mulliken (83536_CR65) 1955; 23 PM Wax (83536_CR14) 2003; 41 JJ Kuhlman Jr (83536_CR11) 2003; 27 Y Noel (83536_CR62) 2001; 65 LY Erman (83536_CR40) 1995; 36 N Ogawa (83536_CR1) 2009; 25 A Poklis (83536_CR10) 2004; 28 AC Faust (83536_CR12) 2011 OM Peeters (83536_CR6) 1979; 35 JR Verkouteren (83536_CR17) 2019; 11 CF Macrae (83536_CR56) 2020; 53 A Michel (83536_CR32) 1982; 38 TH Stanley (83536_CR5) 2008; 106 A Schäfer (83536_CR60) 1992; 97 FL Hirshfeld (83536_CR64) 1977; 44 DM Mittleman (83536_CR26) 2017; 122 P Armenian (83536_CR4) 2018; 134 M Takahashi (83536_CR45) 2014; 4 Z-X Wang (83536_CR30) 1995; 38 J Ferraro (83536_CR42) 1965; 42 H Ahmar (83536_CR24) 2013; 96 J Neu (83536_CR25) 2018; 124 F Pascale (83536_CR61) 2004; 25 RB Labroo (83536_CR3) 1997; 25 AA Karapetyan (83536_CR34) 1990; 31 A Haddad (83536_CR22) 2018; 90 PFJ Lipiński (83536_CR48) 2016; 1086 E Sisco (83536_CR21) 2017; 4 JL Flippen-Anderson (83536_CR29) 1994; 39 SM Bucerius (83536_CR15) 2019; 71 MJH Koch (83536_CR37) 1974; 30 C Jaime (83536_CR51) 2014; 52 CL Klein (83536_CR36) 1985; 74 83536_CR58 83536_CR13 83536_CR57 GS Nichol (83536_CR33) 2010; 12 S Grimme (83536_CR46) 2015; 143 83536_CR55 |
| References_xml | – volume: 144 start-page: 3080 year: 2019 end-page: 3087 ident: CR23 article-title: Microfluidc analysis of fentanyl-laced heroin samples by surface-enhanced Raman spectroscopy in a hydrophobic medium publication-title: Analyst doi: 10.1039/C9AN00168A – volume: 27 start-page: 499 year: 2003 end-page: 504 ident: CR11 article-title: Fentanyl use, misuse, and abuse: a summary of 23 postmortem cases publication-title: J. Anal. Toxicol. doi: 10.1093/jat/27.7.499 – volume: 96 start-page: 117 year: 2013 end-page: 123 ident: CR24 article-title: Optimization of electromembrane extraction combined with differential pulse voltammetry using modified screen-printed electrode for the determination of sufentanil publication-title: Electrochim. Acta doi: 10.1016/j.electacta.2013.02.049 – volume: 124 start-page: 231101 year: 2018 ident: CR25 article-title: Tutorial: An introduction to terahertz time domain spectroscopy (THz-TDS) publication-title: J. Appl. Phys. doi: 10.1063/1.5047659 – volume: 30 start-page: 237 year: 1974 end-page: 239 ident: CR37 article-title: N-{1-[3-(p-Fluorobenzoyl)propyl]-4-piperidyl}propionanilide publication-title: Acta Crystallogr. Sect. B doi: 10.1107/S0567740874002548 – volume: 53 start-page: 226 year: 2020 end-page: 235 ident: CR56 article-title: Mercury 4.0: From visualization to analysis, design and prediction publication-title: J. Appl. Crystallogr. doi: 10.1107/S1600576719014092 – volume: 83 start-page: 646 year: 1996 end-page: 651 ident: CR8 article-title: Remifentanil: A Novel, Short-Acting, μ-opioid publication-title: Anesth. Analg. doi: 10.1213/00000539-199609000-00038 – volume: 144 start-page: 6391 year: 2019 end-page: 6403 ident: CR16 article-title: Discriminative potential of ion mobility spectrometry for the detection of fentanyl and fentanyl analogues relative to confounding environmental interferents publication-title: Analyst doi: 10.1039/C9AN01771B – volume: 44 start-page: 129 year: 1977 end-page: 138 ident: CR64 article-title: Bonded-atom fragments for describing molecular charge densities publication-title: Ther. Chim. Acta doi: 10.1007/BF00549096 – volume: 38 start-page: 1547 year: 1995 end-page: 1557 ident: CR31 article-title: Enantiomers of diastereomeric cis-N-[1-(2-Hydroxy-2-phenylethyl)-3-methyl-4-piperidyl]-N-phenylpropanamides: synthesis, X-ray analysis, and biological activities publication-title: J. Med. Chem. doi: 10.1021/jm00009a015 – volume: 52 start-page: 440 year: 2014 end-page: 447 ident: CR51 article-title: Configuration and conformation of alfentanil hydrochloride. Conformational study by NMR and theoretical calculations publication-title: Magn. Reson. Chem. doi: 10.1002/mrc.4085 – year: 2011 ident: CR12 article-title: Management of an oral ingestion of transdermal fentanyl patches: a case report and literature review publication-title: Case Rep. Med. doi: 10.1155/2011/495938 – volume: 39 start-page: 509 year: 2012 end-page: 511 ident: CR2 article-title: Determining the optimal fentanyl dose for dilation and curettage procedures publication-title: Clin. Exp. Obstet. Gynecol. – volume: 39 start-page: 751 year: 1994 end-page: 766 ident: CR29 article-title: X-ray crystal structures of potent receptor ligands: Etonitazene, cis-(+)-3-methylfentanyl, etorphine, diprenorphine, and buprenorphine publication-title: Heterocycles doi: 10.3987/COM-94-S(B)70 – volume: 41 start-page: 1332 year: 2006 end-page: 1341 ident: CR19 article-title: Development of an enzyme-linked immunosorbent assay for fentanyl and applications of fentanyl antibody-coated nanoparticles for sample preparation publication-title: J. Pharm. Biomed. Anal. doi: 10.1016/j.jpba.2006.03.009 – volume: 65 start-page: 014111 year: 2001 ident: CR62 article-title: Polarization properties of ZnO and BeO: An ab initio study through the Berry phase and Wannier functions approaches publication-title: Phys. Rev. B doi: 10.1103/PhysRevB.65.014111 – volume: 23 start-page: 1833 year: 1955 end-page: 1840 ident: CR65 article-title: Electronic population analysis on LCAO-MO molecular wave functions. I. publication-title: J. Chem. Phys. doi: 10.1063/1.1740588 – volume: 31 start-page: 307 year: 1990 end-page: 311 ident: CR34 article-title: The structure of 4-anilinopiperidine analgesics. III. The structure of the acid sulfate of 1(e)-(2-phenethyl)-2(e),5(e)-dimethyl-4(e)-(N-propylylanilino)piperidine publication-title: J. Struct. Chem. doi: 10.1007/BF00752700 – ident: CR58 – volume: 11 start-page: 6043 year: 2019 end-page: 6052 ident: CR17 article-title: Method for evaluating ion mobility spectrometers for trace detection of fentanyl and fentanyl-related substances publication-title: Anal. Methods doi: 10.1039/C9AY02174D – volume: 25 start-page: 1072 year: 1997 end-page: 1080 ident: CR3 article-title: Fentanyl metabolism by human hepatic and intestinal cytochrome P450 3A4: Implications for interindividual variability in disposition, efficacy, and drug interactions publication-title: Drug Metab. Dispos. – volume: 4 start-page: 74 year: 2014 end-page: 103 ident: CR45 article-title: Terahertz vibrations and hydrogen-bonded networks in crystals publication-title: Crystals doi: 10.3390/cryst4020074 – volume: 143 start-page: 054107 year: 2015 ident: CR46 article-title: Consistent structures and interactions by density functional theory with small atomic orbital basis sets publication-title: J. Chem. Phys. doi: 10.1063/1.4927476 – volume: 11 start-page: 18 year: 2008 end-page: 26 ident: CR28 article-title: Terahertz spectroscopy of explosives and drugs publication-title: Mater. Today doi: 10.1016/S1369-7021(08)70016-6 – volume: 12 start-page: 3651 year: 2010 end-page: 3657 ident: CR33 article-title: Proton sharing and transfer in some zwitterionic compounds based on 4-oxo-4-((1-phenethylpiperidin-4-yl)(phenyl)amino)alconoic acids publication-title: CrysEngComm doi: 10.1039/b923698h – volume: 28 start-page: 422 year: 2004 end-page: 425 ident: CR10 article-title: Urine concentrations of fentanyl and norfentanyl during application of Duragesic® transdermal patches publication-title: J. Anal. Toxicol. doi: 10.1093/jat/28.6.422 – volume: 134 start-page: 121 year: 2018 end-page: 132 ident: CR4 article-title: Fentanyl, fentanyl analogs and novel synthetic opioids: A comprehensive review publication-title: Neuropharmocology doi: 10.1016/j.neuropharm.2017.10.016 – volume: 23 start-page: 280 year: 1999 end-page: 285 ident: CR18 article-title: Studies on fentanyl and related compounds IV. Chromatographic and spectrometric discrimination of fentanyl and its derivatives publication-title: J. Anal. Toxicol. doi: 10.1093/jat/23.4.280 – volume: 106 start-page: 451 year: 2008 end-page: 462 ident: CR5 article-title: Tribute to Dr. Paul A. J. Janssen: Entrepreneur extraordinaire, innovative scientist, and significant contributor to anesthesiology publication-title: Anesth Analg doi: 10.1213/ane.0b013e3181605add – volume: 36 start-page: 520 year: 1995 end-page: 524 ident: CR40 article-title: Molecular structure of 1(phenethyl)-4(3-trimethyl germyl)propioanilidopiperidine hydrochloride publication-title: J. Struct. Chem. doi: 10.1007/BF02578542 – volume: 25 start-page: 888 year: 2004 end-page: 897 ident: CR61 article-title: The calculation of the vibrational frequencies of crystalline compounds and its implementation in the CRYSTAL code publication-title: J. Comput. Chem. doi: 10.1002/jcc.20019 – volume: 8 start-page: 91 year: 1989 ident: CR44 article-title: Crystal structure of the methyl-4-[N-(1-oxypropyl)-N-phenylamino]-1-[2-(2-thienyl)ethyl]-4-piperidinecarboxylate (R31826) hydrochloride publication-title: Chin. J. Struct. Chem. – ident: CR57 – volume: 90 start-page: 12678 year: 2018 end-page: 12685 ident: CR22 article-title: Detection and quantitation of trace fentanyl in heroin by surface-enhanced raman spectroscopy publication-title: Anal. Chem. doi: 10.1021/acs.analchem.8b02909 – volume: 38 start-page: 3652 year: 1995 end-page: 3659 ident: CR30 article-title: Stereoisomers of N-[1-(2-Hydroxy-2-phenylethyl)-3-methyl-4-piperidyl]-N-phenylpropanamide: Synthesis, stereochemistry, analgesic activity, and opioid receptor binding characteristics publication-title: J. Med. Chem. doi: 10.1021/jm00018a026 – volume: 122 start-page: 230901 year: 2017 ident: CR26 article-title: Perspective: Terahertz science and technology publication-title: J. Appl. Phys. doi: 10.1063/1.5007683 – volume: 25 start-page: 83 year: 2009 end-page: 84 ident: CR1 article-title: Crystal structure of fentanyl base publication-title: X-Ray Struct. Anal. Online doi: 10.2116/xraystruct.25.83 – volume: 25 start-page: 144 year: 2019 end-page: 160 ident: CR50 article-title: Molecular dynamics of fentanyl bound to μ-opioid receptor publication-title: J. Mol. Model. doi: 10.1007/s00894-019-3999-2 – volume: 42 start-page: 1278 year: 1965 end-page: 1285 ident: CR42 article-title: Comparison of the infrared spectra (4000–70 cm−1) of several hydrated and anhydrous salts of transition metals publication-title: J. Chem. Phys. doi: 10.1063/1.1696110 – volume: 71 start-page: 133 year: 2019 end-page: 138 ident: CR15 article-title: Fentanyl behind bars: The implications of synthetic opiates on prisoners and correctional officers publication-title: Int. J. Drug Policy doi: 10.1016/j.drugpo.2019.05.018 – volume: 58 start-page: o362 year: 2002 end-page: o364 ident: CR39 article-title: (1R)-2-[(3R,4S)-3-Methyl-4-(N-phenyl-N-propionylamino)piperidin-1-yl]-1-phenylethyl p-bromobenzoate and N-{(3R,4S)-1-[(2S)-2-(4-bromophenyl)-2-hydroxyethyl]-3-methyl-piperidin-4-yl}-N-phenylacrylamide publication-title: Acta Crystallogr. Sect. C doi: 10.1107/S0108270102006443 – volume: 9 start-page: 2037 year: 1999 end-page: 2038 ident: CR41 article-title: Stereoselective synthesis of a new muscarinic M3 receptor antagonist, J-104129 publication-title: Bioorg. Med. Chem. Lett. doi: 10.1016/S0960-894X(99)00327-3 – volume: 72 start-page: 171 year: 2016 end-page: 179 ident: CR52 article-title: The Cambridge structural database publication-title: Acta Crystallogr. Sect. B doi: 10.1107/S2052520616003954 – volume: 182 start-page: 1183 year: 2011 end-page: 1186 ident: CR53 article-title: CIF2Cell: Generating geometries for electronic structure programs publication-title: Comput. Phys. Commun. doi: 10.1016/j.cpc.2011.01.013 – volume: 14 start-page: 123 year: 2000 end-page: 134 ident: CR54 article-title: Molden: a pre- and post-processing program for molecular and electronic structures publication-title: J. Comput. Aided Mol. Des. doi: 10.1023/A:1008193805436 – volume: 82 start-page: 167 year: 1996 end-page: 172 ident: CR9 article-title: Identification of human liver cytochrome P-450 3A4 as the enzyme responsible for fentanyl and sufentanil N-dealkylation publication-title: Anesth. Analg. – volume: 97 start-page: 2571 year: 1992 end-page: 2577 ident: CR60 article-title: Fully optimized contracted Gaussian basis sets for atoms Li to Kr publication-title: J. Chem. Phys. doi: 10.1063/1.463096 – volume: 77 start-page: 3865 year: 1996 end-page: 3868 ident: CR47 article-title: Generalized gradient approximation made simple publication-title: Phys. Rev. Lett. – volume: 51 start-page: 929 year: 2003 end-page: 934 ident: CR38 article-title: Fentanyl and its analogue N-(1-phenylpyrazol-3-yl)-N-[1-(2-phenylethyl)-4-piperidyl]propanamide: 1H- and 13C-NMR spectroscopy, X-ray crystallography, and theoretical calculations publication-title: Chem. Pharm. Bull. doi: 10.1248/cpb.51.929 – volume: 23 start-page: 387 year: 1989 end-page: 394 ident: CR35 article-title: Structure and Activity of stereoisomers of fenaridine publication-title: Pharm. Chem. J. doi: 10.1007/BF00758290 – volume: 4 start-page: 108 year: 2017 end-page: 115 ident: CR21 article-title: Rapid detection of fentanyl, fentanyl analogues, and opioids for on-site or laboratory based drug seizure screening using thermal desorption DART-MS and ion mobility spectrometry publication-title: Foren. Chem. doi: 10.1016/j.forc.2017.04.001 – volume: 13 start-page: 5019 year: 2017 end-page: 5027 ident: CR63 article-title: Large-scale condensed matter DFT simulations: performance and capabilities of the CRYSTAL code publication-title: J. Chem. Theory Comput. doi: 10.1021/acs.jctc.7b00687 – volume: 38 start-page: 2961 year: 1982 end-page: 2963 ident: CR32 article-title: Structure of N-[1-(2-Hydroxy-2-phenylethyl)-4-piperidyl]-N-phenylpropanamide Hydrochloride (R4333*), an analgesic of the fentanyl family publication-title: Acta Crystallogr. Sect. B doi: 10.1107/S0567740882010498 – volume: 8 start-page: e1360 year: 2018 ident: CR59 article-title: Quantum-mechanical condensed matter simulations with CRYSTAL publication-title: WIREs Comput. Mol. Sci. doi: 10.1002/wcms.1360 – volume: 1086 start-page: 18 year: 2016 end-page: 24 ident: CR48 article-title: Conformation of six fentanyls revisited publication-title: Comput. Theor. Chem. doi: 10.1016/j.comptc.2016.04.011 – volume: 61 start-page: 315 year: 1984 end-page: 320 ident: CR20 article-title: Optimization of the radioimmunoassays for measuring fentanyl and alfentanil in human serum publication-title: Anesthesiology doi: 10.1097/00000542-198409000-00010 – volume: 35 start-page: 999 year: 1979 end-page: 1001 ident: CR6 article-title: N-{4-(Methoxymethyl)-1-[2-(2-thienyl)ethyl]-4-piperidinyl}-N-phenylpropanamide: Sufentanil publication-title: Acta Crystallogr. Sect. B doi: 10.1107/S0567740879005409 – volume: 100 start-page: 103104 year: 2006 ident: CR27 article-title: Detection and identification of illicit drugs using terahertz imaging publication-title: J. Appl. Phys. doi: 10.1063/1.2388041 – volume: 78 start-page: 285 year: 2000 end-page: 293 ident: CR49 article-title: Theoretical studies on opioid receptors and ligands. I. Molecular modeling and QSAR studies on the interaction mechanism of fentanyl analogs binding to μ-opioid receptor publication-title: Int. J. Quantum Chem. doi: 10.1002/(SICI)1097-461X(2000)78:4<285::AID-QUA11>3.0.CO;2-I – volume: 96 start-page: 331 year: 1987 end-page: 332 ident: CR7 article-title: X-ray crystal structure of alfentanyl (R39209), an analgesic of the fentanyl family publication-title: Bull. Soc. Chim. Belg. doi: 10.1002/bscb.19870960409 – ident: CR13 – ident: CR55 – volume: 32 start-page: 2529 year: 1976 end-page: 2531 ident: CR43 article-title: N-(4-(Methoxymethyl)-1-(2-phenylethyl)-4-piperidinyl)-N-phenyl-propanamide publication-title: Acta Crystallogr. Sect. B doi: 10.1107/S0567740876008145 – volume: 41 start-page: 700 year: 2003 end-page: 705 ident: CR14 article-title: Unexpected, “gas” casualties in Moscow: A medical toxicology perspective publication-title: Ann. Emerg. Med. doi: 10.1067/mem.2003.148 – volume: 74 start-page: 1147 year: 1985 end-page: 1151 ident: CR36 article-title: Molecular structure of two conformationally restrained fentanyl analogues: cis- and trans-isomers of N-{3-Methyl-1-[2-(1,2,3,4-tetrahydro)naphthyl]-4-piperidinyl}-N-phenylpropanamide publication-title: J. Pharm. Sci. doi: 10.1002/jps.2600741103 – volume: 31 start-page: 307 year: 1990 ident: 83536_CR34 publication-title: J. Struct. Chem. doi: 10.1007/BF00752700 – ident: 83536_CR58 – volume: 51 start-page: 929 year: 2003 ident: 83536_CR38 publication-title: Chem. Pharm. Bull. doi: 10.1248/cpb.51.929 – volume: 144 start-page: 3080 year: 2019 ident: 83536_CR23 publication-title: Analyst doi: 10.1039/C9AN00168A – volume: 78 start-page: 285 year: 2000 ident: 83536_CR49 publication-title: Int. J. Quantum Chem. doi: 10.1002/(SICI)1097-461X(2000)78:4<285::AID-QUA11>3.0.CO;2-I – volume: 96 start-page: 117 year: 2013 ident: 83536_CR24 publication-title: Electrochim. Acta doi: 10.1016/j.electacta.2013.02.049 – volume: 44 start-page: 129 year: 1977 ident: 83536_CR64 publication-title: Ther. Chim. Acta doi: 10.1007/BF00549096 – volume: 82 start-page: 167 year: 1996 ident: 83536_CR9 publication-title: Anesth. Analg. – volume: 11 start-page: 18 year: 2008 ident: 83536_CR28 publication-title: Mater. Today doi: 10.1016/S1369-7021(08)70016-6 – volume: 182 start-page: 1183 year: 2011 ident: 83536_CR53 publication-title: Comput. Phys. Commun. doi: 10.1016/j.cpc.2011.01.013 – volume: 35 start-page: 999 year: 1979 ident: 83536_CR6 publication-title: Acta Crystallogr. Sect. B doi: 10.1107/S0567740879005409 – volume: 39 start-page: 509 year: 2012 ident: 83536_CR2 publication-title: Clin. Exp. Obstet. Gynecol. – volume: 97 start-page: 2571 year: 1992 ident: 83536_CR60 publication-title: J. Chem. Phys. doi: 10.1063/1.463096 – volume: 106 start-page: 451 year: 2008 ident: 83536_CR5 publication-title: Anesth Analg doi: 10.1213/ane.0b013e3181605add – volume: 11 start-page: 6043 year: 2019 ident: 83536_CR17 publication-title: Anal. Methods doi: 10.1039/C9AY02174D – year: 2011 ident: 83536_CR12 publication-title: Case Rep. Med. doi: 10.1155/2011/495938 – ident: 83536_CR57 – volume: 13 start-page: 5019 year: 2017 ident: 83536_CR63 publication-title: J. Chem. Theory Comput. doi: 10.1021/acs.jctc.7b00687 – volume: 58 start-page: o362 year: 2002 ident: 83536_CR39 publication-title: Acta Crystallogr. Sect. C doi: 10.1107/S0108270102006443 – volume: 41 start-page: 700 year: 2003 ident: 83536_CR14 publication-title: Ann. Emerg. Med. doi: 10.1067/mem.2003.148 – volume: 36 start-page: 520 year: 1995 ident: 83536_CR40 publication-title: J. Struct. Chem. doi: 10.1007/BF02578542 – volume: 42 start-page: 1278 year: 1965 ident: 83536_CR42 publication-title: J. Chem. Phys. doi: 10.1063/1.1696110 – volume: 41 start-page: 1332 year: 2006 ident: 83536_CR19 publication-title: J. Pharm. Biomed. Anal. doi: 10.1016/j.jpba.2006.03.009 – volume: 8 start-page: 91 year: 1989 ident: 83536_CR44 publication-title: Chin. J. Struct. Chem. – volume: 143 start-page: 054107 year: 2015 ident: 83536_CR46 publication-title: J. Chem. Phys. doi: 10.1063/1.4927476 – volume: 134 start-page: 121 year: 2018 ident: 83536_CR4 publication-title: Neuropharmocology doi: 10.1016/j.neuropharm.2017.10.016 – volume: 23 start-page: 280 year: 1999 ident: 83536_CR18 publication-title: J. Anal. Toxicol. doi: 10.1093/jat/23.4.280 – volume: 12 start-page: 3651 year: 2010 ident: 83536_CR33 publication-title: CrysEngComm doi: 10.1039/b923698h – volume: 30 start-page: 237 year: 1974 ident: 83536_CR37 publication-title: Acta Crystallogr. Sect. B doi: 10.1107/S0567740874002548 – volume: 38 start-page: 3652 year: 1995 ident: 83536_CR30 publication-title: J. Med. Chem. doi: 10.1021/jm00018a026 – volume: 23 start-page: 1833 year: 1955 ident: 83536_CR65 publication-title: J. Chem. Phys. doi: 10.1063/1.1740588 – volume: 38 start-page: 1547 year: 1995 ident: 83536_CR31 publication-title: J. Med. Chem. doi: 10.1021/jm00009a015 – volume: 14 start-page: 123 year: 2000 ident: 83536_CR54 publication-title: J. Comput. Aided Mol. Des. doi: 10.1023/A:1008193805436 – volume: 122 start-page: 230901 year: 2017 ident: 83536_CR26 publication-title: J. Appl. Phys. doi: 10.1063/1.5007683 – volume: 77 start-page: 3865 year: 1996 ident: 83536_CR47 publication-title: Phys. Rev. Lett. doi: 10.1103/PhysRevLett.77.3865 – volume: 32 start-page: 2529 year: 1976 ident: 83536_CR43 publication-title: Acta Crystallogr. Sect. B doi: 10.1107/S0567740876008145 – volume: 74 start-page: 1147 year: 1985 ident: 83536_CR36 publication-title: J. Pharm. Sci. doi: 10.1002/jps.2600741103 – volume: 1086 start-page: 18 year: 2016 ident: 83536_CR48 publication-title: Comput. Theor. Chem. doi: 10.1016/j.comptc.2016.04.011 – volume: 27 start-page: 499 year: 2003 ident: 83536_CR11 publication-title: J. Anal. Toxicol. doi: 10.1093/jat/27.7.499 – volume: 23 start-page: 387 year: 1989 ident: 83536_CR35 publication-title: Pharm. Chem. J. doi: 10.1007/BF00758290 – volume: 9 start-page: 2037 year: 1999 ident: 83536_CR41 publication-title: Bioorg. Med. Chem. Lett. doi: 10.1016/S0960-894X(99)00327-3 – volume: 4 start-page: 74 year: 2014 ident: 83536_CR45 publication-title: Crystals doi: 10.3390/cryst4020074 – volume: 71 start-page: 133 year: 2019 ident: 83536_CR15 publication-title: Int. J. Drug Policy doi: 10.1016/j.drugpo.2019.05.018 – volume: 25 start-page: 1072 year: 1997 ident: 83536_CR3 publication-title: Drug Metab. Dispos. – volume: 90 start-page: 12678 year: 2018 ident: 83536_CR22 publication-title: Anal. Chem. doi: 10.1021/acs.analchem.8b02909 – volume: 100 start-page: 103104 year: 2006 ident: 83536_CR27 publication-title: J. Appl. Phys. doi: 10.1063/1.2388041 – volume: 53 start-page: 226 year: 2020 ident: 83536_CR56 publication-title: J. Appl. Crystallogr. doi: 10.1107/S1600576719014092 – volume: 25 start-page: 888 year: 2004 ident: 83536_CR61 publication-title: J. Comput. Chem. doi: 10.1002/jcc.20019 – volume: 8 start-page: e1360 year: 2018 ident: 83536_CR59 publication-title: WIREs Comput. Mol. Sci. doi: 10.1002/wcms.1360 – volume: 38 start-page: 2961 year: 1982 ident: 83536_CR32 publication-title: Acta Crystallogr. Sect. B doi: 10.1107/S0567740882010498 – volume: 96 start-page: 331 year: 1987 ident: 83536_CR7 publication-title: Bull. Soc. Chim. Belg. doi: 10.1002/bscb.19870960409 – volume: 25 start-page: 144 year: 2019 ident: 83536_CR50 publication-title: J. Mol. Model. doi: 10.1007/s00894-019-3999-2 – volume: 72 start-page: 171 year: 2016 ident: 83536_CR52 publication-title: Acta Crystallogr. Sect. B doi: 10.1107/S2052520616003954 – volume: 28 start-page: 422 year: 2004 ident: 83536_CR10 publication-title: J. Anal. Toxicol. doi: 10.1093/jat/28.6.422 – ident: 83536_CR55 – volume: 25 start-page: 83 year: 2009 ident: 83536_CR1 publication-title: X-Ray Struct. Anal. Online doi: 10.2116/xraystruct.25.83 – volume: 4 start-page: 108 year: 2017 ident: 83536_CR21 publication-title: Foren. Chem. doi: 10.1016/j.forc.2017.04.001 – volume: 52 start-page: 440 year: 2014 ident: 83536_CR51 publication-title: Magn. Reson. Chem. doi: 10.1002/mrc.4085 – volume: 65 start-page: 014111 year: 2001 ident: 83536_CR62 publication-title: Phys. Rev. B doi: 10.1103/PhysRevB.65.014111 – volume: 124 start-page: 231101 year: 2018 ident: 83536_CR25 publication-title: J. Appl. Phys. doi: 10.1063/1.5047659 – volume: 144 start-page: 6391 year: 2019 ident: 83536_CR16 publication-title: Analyst doi: 10.1039/C9AN01771B – volume: 83 start-page: 646 year: 1996 ident: 83536_CR8 publication-title: Anesth. Analg. doi: 10.1213/00000539-199609000-00038 – volume: 61 start-page: 315 year: 1984 ident: 83536_CR20 publication-title: Anesthesiology doi: 10.1097/00000542-198409000-00010 – volume: 39 start-page: 751 year: 1994 ident: 83536_CR29 publication-title: Heterocycles doi: 10.3987/COM-94-S(B)70 – ident: 83536_CR13 doi: 10.1080/00325481.2018.1407618 |
| SSID | ssj0000529419 |
| Score | 2.378344 |
| Snippet | Fentanyl is a potent synthetic opioid pain reliever with a high bioavailability that can be used as prescription anesthetic. Rapid identification via... Abstract Fentanyl is a potent synthetic opioid pain reliever with a high bioavailability that can be used as prescription anesthetic. Rapid identification via... |
| SourceID | doaj pubmedcentral osti proquest pubmed crossref springer |
| SourceType | Open Website Open Access Repository Aggregation Database Index Database Enrichment Source Publisher |
| StartPage | 4062 |
| SubjectTerms | 639/301 639/638 639/766 Bioavailability chemistry Crystals ENGINEERING Fentanyl Humanities and Social Sciences materials science Molecular structure multidisciplinary Narcotics Ohmefentanyl Opioids OTHER INSTRUMENTATION physics Science Science (multidisciplinary) Stereoisomers Sufentanil |
| SummonAdditionalLinks | – databaseName: DOAJ Directory of Open Access Journals dbid: DOA link: http://utb.summon.serialssolutions.com/2.0.0/link/0/eLvHCXMwrV1La9wwEBYlEOil9F0naXCht9ZE1liyfExDQii0pwZCL0Iv08DWG9beg_vrOyN7t9k-Lz0ZZNnI8_B80kjfMPbat2UUVvmiQUxUVLV0hQbHCwwGkvOIv8xASwMfPqrLq-r9tby-U-qL9oRN9MCT4E4w4nrtI29sUBV3Gt8JENDsGlV5aBLZNm_4ncnUxOotmqps5lMyHPRJj5GKTpOJEgcjQRXjTiRKhP14WaJj_Q5s_rpn8qfEaYpHFw_ZgxlI5qfTBzxi92L3mO1PpSXHJ-zzqfdrooHIb1eUiyH558s2pwPHqKbhW57OWK4sNX7d1MjN_WpEuLjoqbWlbeXduMhtF_KboccrrfT0T9nVxfmns8tirqNQeAUwFAgxnIy1AG9dHRR4cFLogM6sZY3Ts9jGEHDiEAGsrhwvfYs4w4roHIIPreAZ2-uWXXzB8laW1ntplYO6co67GJXWkQI9uBBCxsqNTI2fScap1sXCpGQ3aDPpwaAeTNKDGTP2ZvvM7USx8dfe70hV255Ej50a0GjMbDTmX0aTsUNStEGUQVS5nvYU-cGUxFYIImNHG_2b2aN7IyhDWjU14MOvtrfRFynBYru4XKc-JRWalzJjzydz2Y4TQNH_tM5YvWNIOx-ye6e7-ZL4vmvdCJwIZeztxuR-DOvPgjr4H4I6ZPcFuQxVwNFHbG9YreNLRGGDO04O9x0z0CvP priority: 102 providerName: Directory of Open Access Journals – databaseName: Health & Medical Collection dbid: 7X7 link: http://utb.summon.serialssolutions.com/2.0.0/link/0/eLvHCXMwfV1Lb9QwELagCIkL4k3agoLEDaImmfiREyqIqkKCE5VWXKz4Eai0JEuSPaS_nhkn2Wp59GTJcSTb8_o8Y88w9trWmc8rYZMSMVFSSG4SBSZN0BjwNPWoMh25Bj5_EecXxacVX80Ot36-VrnoxKCoXWvJR36SU4SqKCWId5tfCVWNoujqXELjNruTIRKh0g1yJXc-FopiFVk5v5VJQZ30aK_oTVme4ZQ4iGTcs0chbT82LYrXvyDn3zcn_wifBqt09oDdn-FkfDrR_yG75ZtH7O5UYHJ8zL6dWrulZBDxpqOIDFEhbuuYnh0jsYarOLy07Crq_LlUyo1tNyJoXPfUW9Pl8mZcx1Xj4suhx5b8Pf0TdnH28euH82SuppBYATAkCDQM9zIHWxnpBFgwPFcORVpxiYc0X3vn8PjgASpVmDSzNaKNKvfGIARRAp6yg6Zt_HMW1zyrrOWVMCALY1LjvVDKk7kH45yLWLbsqbZzqnGqeLHWIeQNSk900EgHHeigx4i92f2zmRJt3Dj6PZFqN5KSZIeOtvuuZ5nTCNassj4tKyeK1ChkRwCHGqsUhYVSROyICK0Ra1DCXEs3i-ygM8pZCHnEjhf661mue33NhRF7tfuMEklhlqrx7TaMyajcPOcRezaxy26eAIK0qoyY3GOkvYXsf2kuf4Ss31KVOR6HIvZ2Ybnraf1_ow5vXsURu5eTMFCFG3XMDoZu618gyhrMyyBKvwEXQySX priority: 102 providerName: ProQuest – databaseName: Scholars Portal Journals: Open Access dbid: M48 link: http://utb.summon.serialssolutions.com/2.0.0/link/0/eLvHCXMwlV3di9QwEA_nieCL-G3vTqngm1bbTpOmDyKneByCPrlw-BLyVe9gbc9uF67-9c6k7crqKvhUSBPaZmYyv3Qyv2Hsma0zn2thkwoxUVKU3CQSTJqgM-Bp6nHJdPRr4OMncbooPpzxsz02lzuaJnC1c2tH9aQW3fLl1ffhDRr86zFlXL5aoROiRLE8w-dwEMlwjV0P8SI6yjfB_ZHrO6-KrJpyZ3YP3fJPgcYfLy2a2y4I-udJyt_CqcFLndxmtyZ4GR-P-nCH7fnmLrsxFpwc7rEvx9auiRwivuwoQkNSids6pjRkFF7_Iw6Zl52mxm9z5dzYdgOCyOWKWms6bN4My1g3Lr7oV3il_z-r-2xx8v7zu9Nkqq6QWAHQJwg8DPdlDlab0gmwYHguHZq45CVu2nztncPthAfQsjBpZmtEHzr3xiAkkQIesP2mbfwjFtc809ZyLQyUhTGp8V5I6cn9g3HORSyb51TZiXqcKmAsVQiBg1SjHBTKQQU5qCFizzdjLkfijX_2fkui2vQk0uzQ0HZf1WSDCsGbldanlXaiSI1E9QRwuIJVorBQiYgdkqAVYg8i0LV00sj2KiMOQ8gjdjTLX81qqnKKmxZVCTj46eY2WiiFXXTj23Xok1H5ec4j9nBUl817AghaZcuIlVuKtPUh23eai_PAAl7KKsftUcRezCr367X-PlEH_9f9kN3MyTioAo48Yvt9t_aPEYX15kkwrZ8SSyyG priority: 102 providerName: Scholars Portal |
| Title | Accurate prediction of terahertz spectra of molecular crystals of fentanyl and its analogs |
| URI | https://link.springer.com/article/10.1038/s41598-021-83536-y https://www.ncbi.nlm.nih.gov/pubmed/33603077 https://www.proquest.com/docview/2490849736 https://www.proquest.com/docview/2491940055 https://www.osti.gov/servlets/purl/1817032 https://pubmed.ncbi.nlm.nih.gov/PMC7892882 https://doaj.org/article/615c8ce09ad640b898133d488964c396 |
| Volume | 11 |
| hasFullText | 1 |
| inHoldings | 1 |
| isFullTextHit | |
| isPrint | |
| link | http://utb.summon.serialssolutions.com/2.0.0/link/0/eLvHCXMwlV3da9swED_alMFexr7ntQse7G0zsy3rw49paCmBlrGtEPYirA9vhcwuifOQ_fW7U-yMbN1gLxHIslF0d7qfdF8Ab2yd-bwSNikREyWF5CZRzKQJKgOeph63TEdXA5dX4uK6mM35_ADyIRYmOO2HlJZhmx68w96vUNFQMFie4bc4E8nmEI6UxG-N4GgymX2a7W5WyHZVZGUfIZMydcfLe1ooJOvHpkWhugto_ukv-ZvRNOii84fwoAeR8WQ77Udw4JvHcG9bVnLzBL5MrF1TCoj4dkl2GFr7uK1jCjZGEnU_4hBfuayo8_tQHze2yw1CxcWKemtyKW82i7hqXHzTrbClW57VU7g-P_s8vUj6GgqJFYx1CcILw73Mma2MdIJZZniuHAqy4hKPZr72zuGhwTNWqcKkma0RY1S5NwaBhxLsGYyatvEvIK55VlnLK2GYLIxJjfdCKU9KnhnnXATZsKba9gnGqc7FQgdDN1N6SweNdNCBDnoTwdvdO7fb9Br_HH1KpNqNpNTYoaNdftU9q2iEaFZZn5aVE0VqFDIhYw73qVIUlpUigmMitEaEQWlyLfkT2U5nlKmQ5RGcDPTXvTSvdE7W0aJEbovg9e4xyiEZV6rGt-swJqMi85xH8HzLLrt5MiZoL5URyD1G2vsj-0-am28h17dUZY6HoAjeDSz3a1p_X6iX_zf8GO7nJBxU50adwKhbrv0rxFqdGcOhnMtxL2LYnp5dffiIvVMxHYf7C_y9LNRP6Z4pdQ |
| linkProvider | Springer Nature |
| linkToHtml | http://utb.summon.serialssolutions.com/2.0.0/link/0/eLvHCXMwtV1Lb9QwEB6VrRBcEG9CCwQJThA1iRPHOVSohVZb2q4QaqWKi4kfgUpLsmyyQuHH8duYyWOr5dFbT5EcJ0o8T8945gN4ofPAhhnXXoo-kRclsfIEU76HxiD2fYsq01Bo4HjCx6fR-7P4bA1-DbUwdKxy0Imtojalphj5VkgZqihNGH8z--4RahRlVwcIjayHVjDbbYuxvrDj0DY_cAtXbR-8Q3q_DMP9vZO3Y69HGfA0Z6z20ACr2CYh05lKDGeaqTgUBlldxAluXmxujUG32jKWiUj5gc7RCmehVQpNs-AM33sN1iMKoIxgfXdv8uHjMspDebQoSPtqHZ-JrQotJlW1hQEuSsy416xYxBY4AC8lCvi_nN6_z27-kcBt7eL-bbjVO7TuTseBd2DNFnfhegdx2dyDTztaL6gdhTubU06I-MAtc5cKn5Fd6p9uW-s5z2jw24DV6-p5g27rtKLRnI63F83UzQrjntcVXiniVN2H0ytZ6QcwKsrCPgI3jwMkeZxxxZJIKV9Zy4Ww5HAwZYxxIBjWVOq-2Tlhbkxlm3RnQnZ0kEgH2dJBNg68Wj4z61p9XDp7l0i1nEltutuBcv5F9lIv0V3UQls_zQyPfCVQIBgzqDNTHmmWcgc2iNASvR1q2avpbJOuZUBdE1nowOZAf9lrlkpeyIEDz5e3USdQoicrbLlo5wQEeB_HDjzs2GX5nYxx0uuJA8kKI638yOqd4vxr23c8EWmIGzIHXg8sd_FZ_1-ox5f_xTO4MT45PpJHB5PDDbgZkmAQ3o7YhFE9X9gn6PPV6mkvWC58vmpZ_g14m2eP |
| linkToPdf | http://utb.summon.serialssolutions.com/2.0.0/link/0/eLvHCXMwtV1bb5RAFD6pbTS-GO9iq2KiT0oWGBiGh8a0tpvW6qYxNml8mTIXtMkK68LG4E_0V3kOl23WS9_6RDIMBOZcZ87lA3ih88CGGddeij6RFyWx8gRTvofGIPZ9iyrT0NHAhwk_OInencana_BrqIWhtMpBJ7aK2pSazshHIUWoojRhfJT3aRHHe-M3s-8eIUhRpHWA08h6mAWz3bYb64s8jmzzA7dz1fbhHtL-ZRiO9z-9PfB6xAFPc8ZqD42xim0SMp2pxHCmmYpDYZDtRZzgRsbm1hh0sS1jmYiUH-gcLXIWWqXQTAvO8L3XYCNBq48bwY3d_cnxx-WJD8XUoiDtK3d8JkYVWk-qcAsDXKCYca9ZsY4tiABeShT2fznAf-dx_hHMbW3k-Dbc6p1bd6fjxjuwZou7cL2Du2zuwecdrRfUmsKdzSk-RDzhlrlLRdDIOvVPt637nGc0-G3A7XX1vEEXdlrRaE6p7kUzdbPCuOd1hVc6faruw8mVrPQDWC_Kwj4CN48DJHmcccWSSClfWcuFsOR8MGWMcSAY1lTqvvE54W9MZRuAZ0J2dJBIB9nSQTYOvFo-M-vaflw6e5dItZxJLbvbgXL-RfYaQKLrqIW2fpoZHvlKoHAwZlB_pjzSLOUObBKhJXo-1L5XU56TrmVAHRRZ6MDWQH_Za5lKXsiEA8-Xt1E_UNAnK2y5aOcEaUSt1hx42LHL8jsZ46TjEweSFUZa-ZHVO8X517YHeSLSEDdnDrweWO7is_6_UI8v_4tncANlWr4_nBxtws2Q5IKgd8QWrNfzhX2C7l-tnvZy5cLZVYvyb5Rma9M |
| openUrl | ctx_ver=Z39.88-2004&ctx_enc=info%3Aofi%2Fenc%3AUTF-8&rfr_id=info%3Asid%2Fsummon.serialssolutions.com&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.atitle=Accurate+prediction+of+terahertz+spectra+of+molecular+crystals+of+fentanyl+and+its+analogs&rft.jtitle=Scientific+reports&rft.au=Wang%2C+Chun-Hung&rft.au=Terracciano%2C+Anthony+C.&rft.au=Masunov%2C+Art%D1%91m+E.&rft.au=Xu%2C+Mengyu&rft.date=2021-02-18&rft.pub=Nature+Publishing+Group+UK&rft.eissn=2045-2322&rft.volume=11&rft.issue=1&rft_id=info:doi/10.1038%2Fs41598-021-83536-y&rft.externalDocID=10_1038_s41598_021_83536_y |
| thumbnail_l | http://covers-cdn.summon.serialssolutions.com/index.aspx?isbn=/lc.gif&issn=2045-2322&client=summon |
| thumbnail_m | http://covers-cdn.summon.serialssolutions.com/index.aspx?isbn=/mc.gif&issn=2045-2322&client=summon |
| thumbnail_s | http://covers-cdn.summon.serialssolutions.com/index.aspx?isbn=/sc.gif&issn=2045-2322&client=summon |